Classifications

• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
  • C08K5/00—Use of organic ingredients
  • C08K5/04—Oxygen-containing compounds
  • C08K5/15—Heterocyclic compounds having oxygen in the ring
  • C08K5/156—Heterocyclic compounds having oxygen in the ring having two oxygen atoms in the ring
  • C08K5/1575—Six-membered rings
• • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
  • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
  • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
  • Y10S524/00—Synthetic resins or natural rubbers -- part of the class 520 series
  • Y10S524/925—Natural rubber compositions having nonreactive materials, i.e. NRM, other than: carbon, silicon dioxide, glass titanium dioxide, water, hydrocarbon or halohydrocarbon

Definitions

• This invention relates to rubberhydrochloride film which contains a small. amount'of a 'piperonyl alkylcarbityl ether, or, more generally,
• R is an alkylene-radical of l to 8 carbon atoms
• A is a substituent from. the. group Consisting of hydrogeniand alkyl radicals con.- taining'l to 8 'carbonatom's
• -A f is an alkylene radical having 1 to 8.carbon'a'toms
• -R' is a substituent selected from'the. group consisting of alkyl, cycloalkyl, aryl, aralkyl, alkylyl and c'ar5- 'bocyclic radicals
• n is an integer from 1 to 3.
• B may be "methylene, ethylene, propylene or butylene;
• A may be hydrogen, methyl, ethyl, 'propyl, butyl, pentyl, hexyl, heptylfor octyl,,includingiboth straight chain and branched chain compounds;
• A may be methylene.
• R may be methyl, ethyl,'propyl, butyl, pentyl, hexyl, h ep tyl oroctyl ⁇ including both straight chain and branched chain groups), cyclohexyl, cyclopentyl, allyl, methallyl vor crotonyl, etc.
• the stabilizers include monoglycol and polyglycol ethers, for instance ethers obtained-from inonoethylene glycol and polyethylene'f-glycols 'includin'g higher alkyleneglycols and -'polygly- 001s which include,--for instance, diethylene gly- 'col monobutyl ether, ethylene glycol monomethyl ether, diethylene glycol ethyl ether, triethylene glycol ethyl ether, ethylene glycol butyl ether, as well as the hexyl and octyl ethers of ethylene and diethylene glycol, and ethers of propylene eel-aims. (01. 260-735) and hexylene glycol, etc. Ordinarily the alkylene linkage between the benzene ring and the first oxygen of the ether chain will be methylene.
• Rubber hydrochloride film has been used extensively in packaging and has been used for the manufacture of garment bags, draperies, etc.
• One objection to itsmore general use is its tendency to become brittle on exposure to light.
• the efiect of light is more noticeable in thin films less than .001 inch thick but .is appreciable in films up to, for example,..0025 inch.
• the thinnest available films are generally not more than .0002 inch thick, so that it may be said that the invention relates to films varying from a thickness of .0002 inch to films .0025 inch thick.
• the stabilizer of this invention retards or inhibits such embrittlement of rubber hydrochloride film, regardless of the use to which the film is put. Small amounts have little noticeable effect, but from 1 to 10 per centbased on the weight of the rubber hydrochloridein the'film-can be used to advantage.
• the film may contain'plasticizers, etc.,
• butyl stearate such as butyl stearate, dibutyl phthalate'butadiene-acrylonitrile copolymer, butyl sebacate, etc.
• the preferred stablizer of this invention is butyl-carbityl (S-propyl piperonyl) ether which has the formula Another name for this compound is (3,4-methylene-dioxy-6-propyl-benzyl) (butyl .diethylene glycol)" ether.
• stabilizers include, for instance, methylcarbityl piperonyl ether, octylcarbityl piperonyl ether, methylcarbityKGQ-ethyl piperonyl) ether, pentylcarbityl(6 butylpiperonyl) ,ether ethylcarbityl(6-ethyl piperonyl) ether, cyclohexylcarbityl(6-octyl piperonyl) ether, benzylcarbityl(6-propyl piperonyDether, naphthylcarbityl(6 butyl piperonyl) ether, phenylcarbityl(6-propyl piperonyl) ether, tolylcarbityl(6 propyl; piperonyDether, ethylene glycol-phenyl (piperonyllether, etc.
• the stabilizer is added to a cement or solution of rubber hydrochloride in any suitable solvent. Ordinarily benzene will be employed, but chloroform, etc. may be used. The film is then prepared in any usual way.
• a series of rubber hydrochloride cements was made up in benzene using 2.5 parts of butyl stearate in each and a varying amount of butylcarbityl(6-propyl piperonyDether. In the following table this is identified simply as "stabilizer.
• the various compositions were cast as films which on removal of the benzene were each .001 inch thick.
• the butyl stearate was used to plasticize the film.
• Modulus, tensile, elongation and tear tests were run on the various films before aging. The test results are given in the table. These films were tested in a fadeometer and the hours exposure of each film before embrittlement is recorded in the table. The last line of the table gives the percentage improvement noted in the respective stabilized films as compared with the film containing no stabilizer.
• Fadeometer (percent of control) 149 173 216
• a film containing 2.5 parts of the same stabilizer and 2.5 parts of butyl stearate was compared with a control which contained no stabilizer and 5 parts of butyl stearate.
• the larger amount of butyl stearate was used in the control to compensate, at least approximately, for the plasticizing effect of the stabilizer.
• Different samples of these films were tested at diflferent times of the year in a window having western exposure. Tests made when the days were shorter required more time than those made when the days were longer. For each test, the length of time required to embrittle the films was noted and this is recorded in the following table. In the table the per cent improvement over the control is also noted.
• Tdble '2 Con- Test Improvetrol Film ment days percent
• films of given 'con'rpositions were tested in a fadeometer and in the westwin'dow.
• the compositions of these films and the results of the tests are recorded in the following table:
• Rubber hydrochloride film which contains a small amount of y a compound having the formula in which'R is an alkylene radical of 1 to 8 carbon atoms; A is a substituent from the group consisting of hydrogen and alkyl radicals of 1 to 8 carbon atoms; A is an alkylene radical of l-to 8 carbon atoms; R is a substituent from the group consisting. of alkyl, cycloalkyl, aryl, aralk'yl, alkyly-l and carbocyclic radicals; and n is an integer from 1 to 3.
• y y a compound having the formula in which'R is an alkylene radical of 1 to 8 carbon atoms; A is a substituent from the group consisting of hydrogen and alkyl radicals of 1 to 8 carbon atoms; A is an alkylene radical of l-to 8 carbon atoms; R is a substituent from the group consisting. of alkyl, cycloalkyl, aryl, aralk
• Rubber hydrochloride film which contains a small amount of '(3,4- methylene-dioxy-fi propylbenzyl) (butyl diethylehe glycol) ether.

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• Chemical & Material Sciences (AREA)
• Health & Medical Sciences (AREA)
• Chemical Kinetics & Catalysis (AREA)
• Medicinal Chemistry (AREA)
• Polymers & Plastics (AREA)
• Organic Chemistry (AREA)
• Manufacture Of Macromolecular Shaped Articles (AREA)
• Paints Or Removers (AREA)
• Materials For Photolithography (AREA)

Priority Applications (3)

Applications Claiming Priority (1)

Publications (1)

Family

ID=22797471

Family Applications (1)

Country Status (3)

Citations (3)

• 1951
  • 1951-03-05 US US214021A patent/US2602094A/en not_active Expired - Lifetime
  • 1951-07-27 GB GB17835/51A patent/GB690457A/en not_active Expired
  • 1951-09-27 FR FR1053993D patent/FR1053993A/fr not_active Expired

Patent Citations (3)

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